House Sitting in Orchard Ridge Community, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Devon G.
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Sitter Profile Image: Devon G.
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1. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$28
per night

Devon took great care of our two pups! With me having s short notice request, I was so relieved Devon was able to schedule a meet and greet with us Sunday and dog sit in our home Monday - Tuesday. We’ll definitely book Devon for future dog sitting needs!

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Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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2. Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$28
per night

Excellent response and communication. I'll definitely book again.

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Sitter Profile Image: Kyle S.
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Sitter Profile Image: Kyle S.
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3. Kyle S.

Long walks and tummy rubs.
Stone Meadows, Madison, WI, 53719
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
9 repeat clients
from
$50
per night

Kyle is so awesome! It’s so hard for us to leave our dogs, and Kyle was so great. We have a psycho crazy one year old springer and he was great with him, I would absolutely work with him again! I would recommend Kyle to any one of my friends with dogs!

Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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4. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$60
per night

Louisa is amazing. So caring and thoughtful, and it’s clear she has worked with a lot of dogs. I felt very at ease with her staying at my house and watching Layla.

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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5. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
21 repeat clients
from
$36
per night

We have so much appreciation for Ben for letting us feel at ease while we were away for 5 days! He had excellent communication and our dog Rosie seemed to love him! We’ll be using him again our next trip!

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Sitter Profile Image: Genevieve H.
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Sitter Profile Image: Genevieve H.
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6. Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
9 repeat clients
from
$70
per night

Genevieve was great! She came over before our trip to meet our pup and learn about his quirks and things to know about our house. She left our house in great condition and our dog was well taken care of. Our dog is reactive so we are always a bit nervous leaving him with new people but Genevieve seemed to do a great job with him and checked in with us daily to give an update. Already have her booked for our next trip!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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7. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53715
3.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
116 reviews
50 repeat clients
from
$89
per night

“Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every day of special outings, and cuddles. We missed her so much but we knew she was being cared for and loved while we were away. Through text exchange, drew told us things about our girl that only someone who was invested in her would pick up on. We feel so grateful to have found Drew and will definitely ask him to take care of her again!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sierra M.
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Sitter Profile Image: Sierra M.
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8. Sierra M.

Rover 101
Trust me, I'm an engineer
Madison, WI, 53593
3.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$54
per night

The boys loved Sierra and cannot was to have her back. I appreciated how sweet she was with them and it was nice just being able to relax on my trip and not have to worry!! Thank you Sierra!!

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Sitter Profile Image: Dorian M.
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Sitter Profile Image: Dorian M.
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9. Dorian M.

let me play with your pets
Madison, WI
3.8 mi. away
House Sitting
5.0 out of 5 stars
1 review
1 repeat client
from
$63
per night

Dorian was terrific. From the moment we met him we felt confident that our kitty and our home would be well taken care of. He did not disappoint. We would gladly have him stay anytime we are away.

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Sitter Profile Image: Kaylee C.
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Sitter Profile Image: Kaylee C.
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10. Kaylee C.

Doggos&Cattos r better than people
University Apartments, Madison, WI, 53705
3.6 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$50
per night

Kaylee was fantastic! She was communicative, punctual, and went above and beyond expectations. I felt very comfortable leave my anxious dog in her care. I got many updates from her, with pictures! She was respectful and left the house in great shape. I highly recommend her.

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Sitter Profile Image: Erma D.
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Sitter Profile Image: Erma D.
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11. Erma D.

Gentle care for your furry friend!
Fitchburg, WI, 53711
2.6 mi. away
House Sitting
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per night

Erma was amazing with our dog Millie on a recent week long vacation. Millie can sometimes be a challenge during rainy weather, which of course we had in Madison while away. Erma handled this without a problem. She also checked in with us numerous times throughout our trip to set my anxiety at ease. Millie can't wait to hang out with her new friend again!

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Sitter Profile Image: Heidi K.
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Sitter Profile Image: Heidi K.
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12. Heidi K.

Four legs are better than two!!
Fitchburg, WI, 53711
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$42
per night

Heidi did a great job with my Great Dane & fish tanks. Everything seemed well taken care off and I came back to my home being exactly as I left it.

Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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13. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$60
per night

Cory did an incredible job watching our dog and cat! We recently got a foster dog that we intend to adopt but had a weekend trip planned so we asked Cory to help. The dog has been struggling with adjusting and he helped her feel at ease, making sure to take her on extra potty breaks and sitting with her while she ate. He also cleaned our house when he left which was so nice to come home to! Thank you, Cory!

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Sitter Profile Image: Stephany D.
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Sitter Profile Image: Stephany D.
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14. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
2.4 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
34 reviews
12 repeat clients
from
$38
per night

Stephany watched our dog over the weekend and was great! She always communicated in a timely manner and even sent us some photos of our pup while we were gone. It was clear our dog and our house were well taken care of. Highly recommended!

Sitter Profile Image: Jessica B.
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Sitter Profile Image: Jessica B.
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15. Jessica B.

We treat your pets like family 🏡🐾
Leopold, Madison, WI, 53713
2.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
10 repeat clients
from
$40
per night

Jessica did a great job taking care of my Great Dane and fish tanks while I was away. Great updates/pictures daily and I came back to a taken care of home!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Devin C.
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Sitter Profile Image: Devin C.
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16. Devin C.

Enriching + fun bestie for your pet
Fitchburg, WI, 53711
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$60
per night

Devin is a life saver! She took perfect care of my Newfie while I was on vacation. In fact, she took such good care, that my dog wasn’t ready to go home. If you’re looking to send your beloved pet on the vacation they deserve, Devin is the way to go.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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17. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
10 repeat clients
from
$40
per night

I’ve know Seán for a few years now, and ever since I’ve know him he always talks about his dog Penny. He is an awesome dog dad. He is excellent with dogs, I’ve seen him interact with dogs and he absolutely great with dogs. I would %100 trust Seán with my dogs Bean & Dotty. You have my word that your dogs will be in good hands with Seán.

Sitter Profile Image: Briana L.
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Sitter Profile Image: Briana L.
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18. Briana L.

Love to cuddle and spoil your pets
Meadowood, Madison, WI, 53711
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$30
per night

Thanks again! Briana stepped in at the last minute when we needed to leave town for a funeral. She took good care of Frankie. We’re grateful.

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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19. Elissa S.

Lover of all animals!
Madison, WI, 53719
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$60
per night

We came home to a clean house and happy dogs. Communication with Elissa was great throughout and she seemed very comfortable with the dogs when we met her which is a huge plus for us! We’ll definitely use her again!

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Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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20. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$75
per night

My dog is very wary of strangers and it takes some serious prodding to get him out for a walk. Shaina was AMAZING! 10/10 would hire again.

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Dog lovers in Orchard Ridge Community, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Orchard Ridge Community house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Orchard Ridge Community, Madison who can provide the care your dog needs, when they need it.

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